Mecoprop → 2-(4-Chloro-2-methylphenoxy)-1-(3,4-dihydroquinolin-1(2H)-yl)propan-1-one

HRID 1404941Notes

Reaction equation

HRID 1404941 reaction equation
[Cl:1][C:2]1[CH:13]=[CH:12][C:5]([O:6][CH:7]([CH3:11])[C:8]([OH:10])=O)=[C:4]([CH3:14])[CH:3]=1.[NH:15]1[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH2:18][CH2:17][CH2:16]1>>[Cl:1][C:2]1[CH:13]=[CH:12][C:5]([O:6][CH:7]([CH3:11])[C:8]([N:15]2[C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[CH2:18][CH2:17][CH2:16]2)=[O:10])=[C:4]([CH3:14])[CH:3]=1

Participants

3

Reactant 2

HCID 7153MecopropHCID 694601,2,3,4-Tetrahydroquinoline

Product 1

HCID 49982782-(4-Chloro-2-methylphenoxy)-1-(3,4-dihydroquinolin-1(2H)-yl)propan-1-oneYield 46%

Procedure

The title compound was synthesized according to General Procedure D using 2-(4-chloro-2-methylphenoxy)propanoic acid and compound 3 to yield 57 (350 mg, 46%): MS (APCI): m/z 330 [M+H]+. Anal. Calcd. for C19H20ClNO2: C, 69.19; H, 6.11; N, 4.25. Found: C, 69.09; H, 6.10; N, 4.31.

Workup

  1. customThe title compound was synthesized

Sources & evidence

ORD record
ord-890db691252f4dd5ba527808dd006cf0
Source dataset
uspto-grants-2014_12
Patent number
US08916550B2

Reaction notes

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